Direct Cross-Couplings of Aryl Nonaflates with Aryl Bromides under Nickel Catalysis

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 30, 2025

The direct cross-couplings of aryl nonaflates with bromides could be successfully accomplished by utilizing nickel as the catalyst, magnesium metal mediator, and lithium chloride additive. reactions proceeded efficiently in THF at room temperature to produce desired biaryls moderate good yields, showing both a reasonable substrate scope functional group tolerance. Additionally, an equally performance realized when reaction was subjected scale-up synthesis. Preliminary study suggested that presumably proceeds through situ formation arylmagnesium reagent key intermediate.

Language: Английский

---

Synthesis of Polyfluorinated Biaryls via Palladium-Catalyzed Decarboxylative Cross-Coupling of Zinc Polyfluorobenzoates with Aryl Fluorosulfates

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 11, 2025

A palladium-catalyzed decarboxylative cross-coupling of zinc polyfluorobenzoates with aryl fluorosulfates, which proceeded efficiently via C-O bond cleavage to afford the corresponding polyfluorinated biaryls in moderate-to-good yields, was developed. The reactions exhibited both good substrate scope and broad functional group compatibility, it could be scaled-up easily. synthetic simplicity practicability reaction further demonstrated by one-pot manipulation directly mixing polyfluorobenzoic acid Zn(OH)2 coexistence fluorosulfate a palladium catalyst one flask. Further studies showed that is more robust than other halides pseudohalides as arylating reagent, polyfluorobenzoate effective polyfluoroarylating agent their magnesium potassium counterparts.

Language: Английский

---

Magnesium-Mediated Three-Component Reductive Cross-Couplings of Aryl Aldehydes, Aryl Bromides, and Aryl 2-Pyridyl Esters: An Efficient Synthesis of Diarylmethanol Esters

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134558 - 134558

Published: Feb. 1, 2025

Language: Английский

---

Nickel-Catalyzed Reductive Coupling of 2-Pyridyl Esters with Unreactivated Alkyl Chlorides: A Universal Synthesis of Aryl-Alkyl and Dialkyl Ketones via Dynamic Halide Exchange

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A Ni-catalyzed reductive coupling of 2-pyridyl esters with unactivated primary and secondary alkyl chlorides provides direct access to aryl–alkyl dialkyl ketones. High selectivity can be achieved by rate-matching via dynamic halide exchange.

Language: Английский

---

Iron‐Mediated Desulfonylative Cross‐Electrophile Couplings of Heteroaryl Sulfones with Thiosulfonates for Efficient Synthesis of Heteroaryl Sulfides

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 28, 2025

Comprehensive Summary A desulfonylative thiolation between heteroaryl sulfones and thiosulfonates for the efficient synthesis of sulfides was developed. The cross‐electrophile couplings proceeded effectively via old C–SO 2 bond cleavage new C–S formation in presence cheapest widely available iron powder as mediator under transition metal catalyst‐free conditions, leading to a wide array derived from benzo[ d ]thiazole, ]oxazole, thiazole, 1,3,4‐thiadiazole, 1 H ‐tetrazole modest excellent yields. In addition, reaction exhibited good functional group compatibility, protocol could also be applicable use selenosulfonate substrate subjected scale‐up with equal ease. Notably, unreacted readily recovered after by resorting attracting property magnetic stir bar iron.

Language: Английский

---